One of the most popular communities provided by {{page_data.agentName}}

Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.

One of the most popular communities provided by Maryland Sandbox

359

# of Listings

3

Avg # of Bedrooms

$479

Avg. $ / Sq.Ft.

$1,097,034

Med. List Price

Browse Annapolis Real Estate Listings

Under $250,000

$250,000 - $500,000

68 Properties Found. Page 1 of 5.

New on site 3 days ago

Welcome to 204 Victor Parkway in the fairwinds condo community in Annapolis, This move-in ready 2 bed 2 bathroom condo is spacious and functional, this home has been meticulously maintained and offers a blend of simple living while maximizing your location needs. This condo is on the second level and has its own balcony, The primary bedroom host an en suite bathroom plus a modern vanity that can be used for various ideas. The Fairwinds community provides an abundance of amenities, including a large outdoor pool, tennis courts, multiple playgrounds, picnic areas, and expansive open spaces for residents to enjoy. Ideally located just minutes from Quiet Waters Park, local shopping centers, marinas, and Downtown Annapolis, you'll have easy access to all the best that Annapolis has to offer, including a short drive to the U.S. Naval Academy.
*Condo includes water & gas utilities. *

ANNAPOLIS

204 VICTOR PARKWAY G 204G

2 Beds

2 Baths

970 Sq.Ft.

$250,000

MLS#: MDAA2111984

Open House Sunday, May 18th, 1-3 pm. Great Townhome at the Saltaire in Annapolis. 2 bedroom, 1.5 Bath with a fireplace and large back deck. Well priced in a popular community with a community pool, across from the Annapolis Recreation Center.

ANNAPOLIS

290 HILLTOP LANE M

2 Beds

1 Baths

1,024 Sq.Ft.

$249,950

MLS#: MDAA2115488

Welcome to the heart of downtown Annapolis, where city living meets historic charm! This 3-bedroom, 1 Full and 1 Half-bathroom, townhome offers an incredible opportunity to be just 2 blocks away from the Capitol building, shopping, restaurants, and the picturesque waterfront filled with boats. Convenience is key with parking included, allowing you to explore the vibrant downtown area with ease. Kitchen appliances are also included in the sale, making this property quicker for you to move in and enjoy. Don't miss this rare opportunity to own a piece of Annapolis for under $250,000! This charming townhome is your ticket to experiencing the vibrant downtown lifestyle Annapolis has to offer or add another rental property to your portfolio.

ANNAPOLIS

63 TOWN PINES COURT

3 Beds

1 Baths

1,037 Sq.Ft.

$225,000

MLS#: MDAA2112570

New on site 3 days ago

Seize the opportunity to own a cleared, water-view lot in the community of Highland Beach, an incorporated municipality, Located just minutes from Downtown Annapolis, this lot provides easy access to schools, shopping, and dining. The community beach is only steps away, offering picturesque water views. Sewer hook-up is available at the street.

ANNAPOLIS

3210 BRUCE

None Beds

None Baths

0.14 acres

$165,000

MLS#: MDAA2114238

Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.

ANNAPOLIS

1167 GREEN HOLLY DRIVE

None Beds

None Baths

0.21 acres

$165,000

MLS#: MDAA2116560

BUSINESS SALE ONLY- Fantastic opportunity to own this turnkey and well established restaurant in the heart of downtown Annapolis. Approximately 1500SF with 20 dine-in seat capacity. Fully equipped kitchen ready for any menu. Downtown Annapolis boasts a vibrant and diverse restaurant scene, seamlessly blending historic charm with modern culinary offerings. This location has excellent visibility on the popular Main St. Beer & Wine license available. Landlord approval of new tenant is required. Showings by appointment only.

ANNAPOLIS

138 MAIN STREET

None Beds

None Baths

N/A

$150,000

MLS#: MDAA2105548

Fantastic opportunity to build your dream home in Annapolis! This lot is conveniently located near stores, retaurants and route 50. Lot is owned by the house next door so they are currently using it as an extended yard.

ANNAPOLIS

GILMER STREET

None Beds

None Baths

0.11 acres

$120,000

MLS#: MDAA2103344

Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

ANNAPOLIS

1012 CARRS ROAD

None Beds

None Baths

0.16 acres

$98,000

MLS#: MDAA455886

*****Where Creek Road ends there are 8 lots, then this lot is available for purchase, then 8 more lots and Creek Road picks back up. This lot sits in the middle of 17 lots. All infrastructural would need to be completed by buyer. ****** This 0.41 acre lot is water privilege community with beach, boat dock, boat slips, boat ramp and more. Public sewer hook up available is available in the community . Well would be the water source, See disclosures for lot location.

ANNAPOLIS

1227 CREEK DRIVE

None Beds

None Baths

0.41 acres

$79,900

MLS#: MDAA2064060

Vacant lot available in water access community on the Chesapeake Bay. Community has three marinas open to residents plus a boat ramp, fishing pier and private beach. This property is a 5 minute walk to the Oyster Harbor private community beach. Public sewer access at the street. Adjacent lot is available as well (see 1350 Fishing Creek Rd.). 15 minute drive to downtown Annapolis. Build your dream home now!

ANNAPOLIS

1352 FISHING CREEK ROAD

None Beds

None Baths

0.15 acres

$70,000

MLS#: MDAA2095014

Vacant lot available in water access community on the Chesapeake Bay. Community has three marinas open to residents plus a boat ramp, fishing pier and private beach. This property is a 5 minute walk to the Oyster Harbor private community beach. Public sewer access at the street. Adjacent lot is available as well (see 1352 Fishing Creek Rd.). 15 minute drive to downtown Annapolis. Build your dream home now!

ANNAPOLIS

1350 FISHING CREEK ROAD

None Beds

None Baths

0.15 acres

$70,000

MLS#: MDAA2095012

Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a prime location, this slip comes with access to resort-style amenities, including a sparkling pool, fitness center, sauna, game and billiards room, and a party space for gathering with fellow boaters. One of the few marinas in Annapolis that allows liveaboards, this is the perfect opportunity for those looking to fully immerse themselves in the vibrant waterfront culture. With two gated parking spaces and easy in-and-out slip access, you'll enjoy seamless transitions from land to sea. Walk to downtown Annapolis, world-class yacht clubs, sailing schools, waterfront dining, and boutique shops, all while being part of a community that thrives on the water. Whether you’re setting sail for an adventure, cruising the Chesapeake, or simply soaking in the stunning harbor views, this slip offers a front-row seat to the best of Annapolis, including the iconic Eastport Lights Parade. Don’t just dock—live the Annapolis boating lifestyle year-round! (Contract will be contingent for 15 days as Condo bylaws require 15-day right of refusal to other unit owners-see disclosures. )

ANNAPOLIS

319 6TH STREET SLIP #39

None Beds

None Baths

N/A

$70,000

MLS#: MDAA2115754

Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life.

ANNAPOLIS

1221 CREEK DRIVE

None Beds

None Baths

0.26 acres

$55,000

MLS#: MDAA2111916

Welcome to 1848 Milvale located in the Saint Margarets area of Annapolis. As you enter the home you are struck by the beautiful wide views of Mill Creek, the open floor plan, and architectural details. The dining room and living room have gorgeous coffered ceilings, cherry hardwood floors, extensive millwork, floor-to-ceiling windows, and French doors that overlook the saltwater pool, spa, and creek. The kitchen offers a huge central island, wolf range, and custom cabinetry. Off the kitchen is the family room... it's striking with its vaulted barrel ceiling, custom built-ins, bar area, gas fireplace, and curved bank of windows centering again on the views of Mill Creek. The home has 2 main-floor bedroom suites with attached baths. The waterside bedroom has a poolside door and views of the creek while the front bedroom has serene views of the cornfields across the road facing East. One of the architectural highlights of the home is the stairwell tower with its impressive wide girth access to two distinct upper-level areas. Flooded with light, the high ceiling with clerestory windows first lands at the hall library-study. This cozy nook opens to a multi-purpose suite that can be used as a 3rd bedroom, a nursery, a 2nd family room, or an often-needed teen hangout area. The tower takes a turn to the left and accesses the primary bedroom and adjoining waterside office. The primary bedroom provides his and her walk-in closets, a huge spa bath with a soaking tub, heated floors, a walk-in shower, and laundry. Off of the primary bedroom is a handsome office with custom cabinets, a gas fireplace, and a deck to enjoy your morning coffee or a sunset cocktail. The lower level is the fifth-bedroom suite. This room is both the seller's workout room and wine cellar. The utility room has a wash sink, great for gardening, and houses the water treatment systems and 2 Geo-Thermal systems. The home has beautiful hardscaping with irrigation, and a rock garden water feature in the front of the home, and in the back, there is 148 ft of water frontage with a handsome Belgium stone seawall. The pier is "like new" with 2 slips, a 15,000 lb. boat lift, and 8 MLW. The pier is in a NO WAKE ZONE on weekends .. Located on one of the most sought-after roads in Annapolis and known for its privacy and country-like living, Milvale Road winds along the banks of Mill Creek in Saint Margarets surrounded by farmland and corn fields. A perfect place to unwind and enjoy the best sunsets around! Available from December 1, 2024-June 1, 2025

ANNAPOLIS

1848 MILVALE ROAD

5 Beds

5 Baths

5,855 Sq.Ft.

$25,000

MLS#: MDAA2074056

Now available for Rent or Sale. Fully Furnished Waterfront home available on sought-after Saltworks Creek. Bring your boats and water toys with plenty of space to accommodate up to a 46’ sailboat. Home features nearly 6,000 sq/ft luxury living, 5 bedrooms, 7 baths, situated on a stunning 3-acre private waterfront lot just off the Severn River yet close to everything Annapolis has to offer! The estate has a private 6’ deep-water dock with 2 boatlifts a short walk from the house. The rear of the home has a large custom-built outdoor terrace/patio area with a large hot tub for entertaining. This stunning property is the best of both worlds: located only a few miles from Route 50, downtown Annapolis, the Westfield Mall, the hospital, supermarkets, and stores, however, the secluded location feels like you're in the country!

There are 5 spacious bedrooms, each with its own full bathroom, including a separate 1 bedroom apartment with a kitchen and full bath on the Lower level perfect for live-in help or an Au pair. The Main floor's gorgeous Great Room with fireplace offers tall windows overlooking nature. The living room windows also have remote-controlled blinds that allow for perfect lighting. There is also a separate Living Room with a fireplace and a wet bar/butler's pantry. Work from home in the private, dedicated office space.

Enjoy cooking and gathering in the high-end fully equipped gourmet kitchen with custom wood cabinets, an island with a second sink, a breakfast bar with seating, top-of-the-line appliances including a new SubZero refrigerator and a Subzero wine fridge. The adjoining mud room with a separate entrance is outfitted with storage and a walk-in pantry. Just off the kitchen is a lovely dining room w/ beautiful light fixtures.

The Lower level boasts a stunning bar made from exotic wood, a sink, an icemaker, and built-in refrigeration storage system, and a seating area, and fireplace. A sliding glass door leads up to the stunning patio/terrace that is very private and perfect for large gatherings, with magical views of the lush estate and beyond to Salt Works Creek and the dock. The outdoor area is also accessible from the Main floor. Enjoy the beautiful, extra large Hot Tub.

Control 4 audio system provides high-quality sound throughout the home and the outdoor patio area. As well as operation of TV’s.

After sundown, built-in outdoor lighting beautifully illuminates the patio and the property.

Available for 12 or 24 Month Lease.
Contact listing agent for showings and more information.

ANNAPOLIS

1856 SEVERN GROVE ROAD

5 Beds

5 Baths

5,930 Sq.Ft.

$10,000

MLS#: MDAA2114004

1 2 3 ... 5

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

Message successfully sent.

First Name

Last Name

Email

Phone

What would you like to know?

I agree to receive email communication and understand I can unsubscribe at any time.

- property

Submit a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Update Your Temporary Password